Juglone

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Juglone
Juglone
General
Systematic name 5-hydroxy-1,4-naphthalenedione
Other names 5-hydroxy-1,4-naphthoquinone

5-hydroxy-p-naphthoquinonejuglone
regianin
Molecular formula C10H6 O3
SMILES CC2=CC(C1=C(O)C=CC=C1C2=O)=O
Molar mass 174.15 g/mol
Appearance yellow solid
CAS number [481-39-0]
Properties
Density and phase ? g/cm3, ?
Solubility in water slightly sol.
Melting point 155 °C (? K)
Boiling point ? °C (? K)
Acidity (pKa) ?
Basicity (pKb) ?
Hazards
MSDS External MSDS
Main hazards ?
NFPA 704
Flash point ? °C
R/S statement R: R25
S: S28A S45
RTECS number QJ5775000
Related compounds
Related compounds quinone
Except where noted otherwise, data are given for
materials in their standard state (at 25 °C, 100 kPa)
Infobox disclaimer and references

Juglone is an aromatic organic compound with the molecular formula C10H6O3.

Juglone is found naturally in the leaves, roots and bark of plants in the Juglandaceae family, particularly the black walnut. Juglone is an allelopathic compound, meaning it is synthesized by one type of plant and affects the growth of another. In the case of juglone, it is toxic or growth stunting to many types of plants. Landscapers have long known that gardening underneath or near black walnut trees can be difficult. Juglone exerts its affect by inhibiting certain enzymes needed for metabolic function. It is occasionally used as an herbicide.

Because of its tendency to create dark orange-brown stains, juglone has also found use as a coloring agent for foods and cosmetics, such as hair dyes. It is known in the food industry as C.I. Natural Brown 7 or C.I. 75500. Traditionally, juglone has been used as a natural dye for clothing and fabrics, particularly wool, and as ink. Its other names are Iuglon, Juglane, Nucin, Regianin, Walnut extract, Yuglon, NCI 2323, Oil Red BS and 1,4-naphthoquinone. It is an isomer of Lawsone.

References


External links

Making Walnut Ink (on Wikibooks)


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